Well, I am going out tonight for the first time, en femme. I have a good TS friend (girlfriend? definitely more than just friends, lol) who has been very supportive of my cross-dressing that is taking me out to a gay/TS club. I am very excited and very nervous.
I plan to wear jeans/jacket/heels (pretty conservative) and spent some money for high quality concealer/setting powder/foundation. My goal is to look classy, low key, and simple on make-up.
Wish me luck!